IL40246A - The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents - Google Patents
The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agentsInfo
- Publication number
- IL40246A IL40246A IL40246A IL4024672A IL40246A IL 40246 A IL40246 A IL 40246A IL 40246 A IL40246 A IL 40246A IL 4024672 A IL4024672 A IL 4024672A IL 40246 A IL40246 A IL 40246A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- triazine
- tetrakis
- component
- manufacturing
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract 15
- 239000007859 condensation product Substances 0.000 title claims abstract 8
- 239000003795 chemical substances by application Substances 0.000 title claims abstract 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 1
- 229910052698 phosphorus Inorganic materials 0.000 title 1
- 239000011574 phosphorus Substances 0.000 title 1
- 239000000047 product Substances 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 36
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract 15
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims abstract 12
- -1 tetrakis-(hydroxymethyl)-phosphonium compound Chemical class 0.000 claims abstract 11
- 238000009833 condensation Methods 0.000 claims abstract 7
- 230000005494 condensation Effects 0.000 claims abstract 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 3
- 150000004679 hydroxides Chemical class 0.000 claims abstract 3
- 239000003960 organic solvent Substances 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 239000000463 material Substances 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 239000000835 fiber Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 claims 4
- 229920000728 polyester Polymers 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- 229920000877 Melamine resin Polymers 0.000 claims 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- 229920002678 cellulose Polymers 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 150000002118 epoxides Chemical class 0.000 claims 2
- 239000004744 fabric Substances 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- IOIHFHNPXJFODN-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;hydroxide Chemical compound [OH-].OC[P+](CO)(CO)CO IOIHFHNPXJFODN-UHFFFAOYSA-M 0.000 claims 2
- 239000008096 xylene Substances 0.000 claims 2
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims 1
- 239000004952 Polyamide Substances 0.000 claims 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 229920002647 polyamide Polymers 0.000 claims 1
- 210000002268 wool Anatomy 0.000 claims 1
- RDBMUARQWLPMNW-UHFFFAOYSA-N phosphanylmethanol Chemical class OCP RDBMUARQWLPMNW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/667—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing phosphorus in the main chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/32—Modified amine-aldehyde condensates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
- D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
- D06M15/431—Amino-aldehyde resins modified by phosphorus compounds by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K2240/00—Purpose of the treatment
- B27K2240/30—Fireproofing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/02—Processes; Apparatus
- B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/92—Fire or heat protection feature
- Y10S428/921—Fire or flameproofing
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Textile Engineering (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The subject of the invention is a process for the manufacture of water-soluble condensation products of hydroxymethylphosphonium compounds and a 1,3,5-triazine characterised in that (a) 1 mol of a tetrakis-(hydroxymethyl)-phosphonium compound is condensed with (b) 0.02 to 0.1 mol, preferably 0.05 to 0.1 mol of optionally methylolated 1,3,5-triazine which is substituted by at least one primary amino group, at 40 DEG to 120 DEG C, optionally in the presence of formaldehyde or a formaldehyde-releasing agent and optionally in the presence of an inert organic solvent, the condensation is optionally thereafter continued at temperatures of 100 DEG to 150 DEG C and, if appropriate, free hydroxyl groups are etherified at least partially with at least one alkanol with 1 to 4 carbon atoms and, if appropriate, the salts of the condensation products are converted into the corresponding hydroxides.
[US3887553A]
Claims (1)
1. Y/HAT WE CLAIM IS: 1. Process for the manufacture of water-soluble condensation products of hydroxymethyl-phosphoniu compounds and a 1 ,3 ,5-triazine , characterised in that 1 mol of a tetrakis-(hydroxymethyl )-phosphonium compound is condensed v/ith 0.02 to 0.1 mol of optionally methylolated 1,3,5-triazine, which is substituted by at least one primary amino group, at 40 to 120°C, optionally in the presence of formaldehyde or a formaldehyde-releasing agent and optionally in the presence of an inert organic solvent, the condensation is optionally continued at temperatures of 100 to 150°C and, if appropriate, free hydroxyl groups are etherified at least partially with at least one alkanol with 1 to 4 carbon atoms* 2. Process according to Claim 1, characterised in that the condensation is carried out at 70 to 110°C. 3. Process according to Claim 1 or 2, characterised in that the condensation is carried out in the presence of at least one inert aromatic hydrocarbon as the solvent. 4. Process according to Claim 3, characterised in that at least one xylene is used as the solvent. 5. Process according to one of Claims 1 to 4, characterised in that the two starting materials are condensed with one another in a molar ratio of 1:0.05 to 1:0.1. 6. Process according to one of Claims 1 to 5, characterised in that a tetrakis-(hydroxy-methyl)-phosphonium salt or tetrakis-(hydroxy-methyl)-phosphonium hydroxide is used. 7. Process according to Claim 6, characterised in that a tetrakis-(hydroxymethyl)-phosphonium salt is used. 8. Process according to Claim 7, characterised in that a tetrakis-(hydroxymethyl)-phosphonium halide is used. 9. Process according to Claim 8, characterised in that tetrakis-(hydroxymethyl)-phosphoniiim chloride is used. 10. Process according to one of Claims 1 to 9, characterised in that a compound of the formula is used as the 1,3,5-triazine, wherein R^ denotes amino, hydroxyl or hydrogen and 2 denotes amino, hydroxyl, hydrogen, methyl, phenyl or l-dialkylphosphono-(alkyl) '^, with n "being 1 or 2.. 11. Process according to Claim 10, characterised in that a compound of the formula in used as the 1,3 ,5-triazine , wherein ^ denotes amino or hydroxyl and ^ denotes amino, hydroxyl, hydrogen or 1-diethyl-phosphonoethyl. 12. Process according to Claim 11, characterised in that l-diethylphosphonoethyl-l,3,5-triazine or preferably melamine is used as the 1,3,5-triazine. 13. Process according to one of Clainel to 12, 40246/2 ' ' " ■ " J. characterised in that after completion of the reaction the salts of the condensation products are converted into the corresponding hydroxides. 14. The condensation products obtainable according to the process of one of Claims 1 to I3. 15. Process for flameproofing organic fibre materials, characterised in that an aqueous preparation is applied to these materials which contains at least 1) a water-soluble condensation product of a hydroxymethyl-phosphonium compound and.a 1,3,5-triazine, which is obtained by condensing 1 mol of a tetrakis- hydroxy-methyl)-phosphonium compound with 0.02 to 0.1 mol of optionally methylolated 1,3 ,5-triazine, which is substituted by at least one primary amino group, at 40 to 120°C, . optionally in the presence of formaldehyde or a formaldehyde- releasing agent, and optionally in the presence of an inert organic solvent and optionally subsequently continuing the condensation at temperatures of 100 to 150°C, and if appropriate, etherifying free hydroxyl groups at least partially with at least one alkanol with 1 to 4 carbon atoms, and 2) a polyfunctional epoxide having at least two epoxide groups which are derived from polyhydric phenols or a polyalkylenepolyamine , an arainoplast-forming finished in accordance with the wet batch, moist batch, ammonia fixing or thermofixing process. 16. Process according to Claim 15, characterised in that the treated materials are dried and subjected to a heat treatment. ■ . 7. ' Process according to Claim 16, characterised in that when manufacturing the component (l) the condensation is . carried out at 70 to 110°C. 18. Process according to Claim 15 or 16, characterised in that when manufacturing the component (1) the condensation is carried out in the presence of at least one inert aromatic hydrocarbon as the solvent. 19. Process according to Claim 18, characterised in that when manufacturing the component (1) at least one xylene is used as the solvent. 20. Process according to one of Claims 16 to I9, characterised in that when manufacturing the component, (1) the two starting materials are condensed with one another in a molar ratio of 1:0.05 to 1 : 0.1. 2-1. Process according to one of Claims 16 to 20, characterised in that. hen manufacturing the component (1) a tetrakis-(hydroxymethyl)-phosphonium salt or tetrakis-(hydroxymethyl)-phosphonium hydroxide is used. 22. Process according to Claim 21, characterised in that when manufacturing the component (1) a tetrakis-(hydroxymethyl) phosphonium salt is used. 23. Process according to Claim 22, characterised in that when manufacturing the component (1) a tetrakis-(hydroxymethyl) phosphonium halide is used. 24. Process according to Claim 2-3, characterised in that when manufacturing 'the component (1) tetrakis- (hydr'oxymethyl)-phosphonium chloride is used. 25. Process according to one of Claims 16 to 24, characterised in that when manufacturing the component (l) a compound of the formula 40246/2 is used as the 1,3,5-triazine, v/herein denotes amino, hydroxyl or hydrogen and R2 denotes amino, hydroxyl, hydrogen, methyl, phenyl or l-dialkylphosphono-(allyl)n_^, with n "being 1 or 2. 26. Process according to Claim 25, characterised in that when manufacturing the component (l a compound of the formula - I N I II is used as the 1,3,5-triazine, wherein denotes amino or hydroxyl and denotes amino , hydroxyl, hydrogen or 1-diethyl-phosphonoethyl. 27. Process according to claim 26, characterised in that v/hen manufacturing the component (l) the 1,3,5-triazine used is l-diethylphosphonoethyl-1,3 ,5-triazine or preferably melamine. 28. Process according to one of Claims 16 to 2 , characterised in that when manufacturing the component (l), after completion of the reaction, the salts of. the condensation products are converted into the corresponding hydroxides. 40246/2 29· Process according to Claim 23 characterized in that a methylolurea or a methylolmelamine is used as the component (2). 30. Process according to one of Claims 16 to 29» characterized in that fibre material of polyamides , cellulose, cellulose-polyester or polyester is flameproofed. 31. Process according to Claim 30, characterized in that fabrics of wool or polyester or mixed fabrics of polyester-cellulose are flameproofed. 32· Process according^ to one of Claims 15 to 31f characterized in that the fibre material is dried at temperatures of up to 100°C and subjected to a heat treatment at above 100°C, 33? t e organic fibre materials provided with a flameproof finish by the process according to one of Claims 15 to 32. 34. The aqueous preparations used for carrying out the process according to one of Claims 15 to 32.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH52172 | 1972-01-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL40246A0 IL40246A0 (en) | 1972-10-29 |
| IL40246A true IL40246A (en) | 1976-06-30 |
Family
ID=4188903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL40246A IL40246A (en) | 1972-01-14 | 1972-08-29 | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3887553A (en) |
| JP (1) | JPS4880896A (en) |
| AR (1) | AR199880A1 (en) |
| AT (1) | AT317837B (en) |
| AU (1) | AU470571B2 (en) |
| BE (1) | BE788595A (en) |
| BR (1) | BR7206195D0 (en) |
| CA (1) | CA981677A (en) |
| CH (2) | CH52172A4 (en) |
| CS (1) | CS158744B2 (en) |
| DE (1) | DE2242714A1 (en) |
| FR (1) | FR2167497B1 (en) |
| GB (1) | GB1388604A (en) |
| IL (1) | IL40246A (en) |
| IT (1) | IT972347B (en) |
| NL (1) | NL7212267A (en) |
| SU (1) | SU529811A3 (en) |
| ZA (1) | ZA725954B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3994971A (en) * | 1971-09-10 | 1976-11-30 | Ciba-Geigy Corporation | Phosphorus-containing condensation products |
| US4020224A (en) * | 1974-07-22 | 1977-04-26 | Monsanto Research Corporation | Flame retardant method |
| US3989702A (en) * | 1974-07-22 | 1976-11-02 | Monsanto Research Corporation | Flame retardant |
| CA1032941A (en) * | 1974-12-10 | 1978-06-13 | Encoat Chemicals Limited | Substituted ammonium polyphosphate composition |
| GB8702055D0 (en) * | 1987-01-30 | 1987-03-04 | Albright & Wilson | Wood treatment process |
| US4927929A (en) * | 1988-08-01 | 1990-05-22 | Synthetic Products Company | Melamine salts of alkyl acid phosphates |
| US5047458A (en) * | 1988-08-01 | 1991-09-10 | Synthetic Products Company | Melamine salts of alkyl acid phosphates as flame retardants for polymers |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL83058C (en) * | 1952-04-22 | |||
| US2809941A (en) * | 1952-04-22 | 1957-10-15 | Wilson A Reeves | Producing phosphorus containing amino resins and flameproofing organic textiles |
| US2772188A (en) * | 1953-11-18 | 1956-11-27 | Wilson A Reeves | Ammonia insolubilized methylol-phosphorus polymers and cellulosic materials impregnated therewith |
| US2911322A (en) * | 1957-10-29 | 1959-11-03 | Klein Elias | Field treatment for making cellulosic fabrics flameproof and resistant to certain chemical warfare gases |
| US2993746A (en) * | 1959-03-27 | 1961-07-25 | Thomas D Miles | Treatment of thpc flame-resistant fabrics with strong mineral acids to improve theirtear strength and products produced thereby |
| NL129265C (en) * | 1959-10-05 | 1900-01-01 | ||
| CH418289A (en) * | 1964-07-10 | 1967-02-15 | Ciba Geigy | Process for simultaneously making cellulose-containing textiles flame-proof and rot-proof |
| US3551422A (en) * | 1968-03-27 | 1970-12-29 | Stevens & Co Inc J P | N-(oxymethyl) derivatives of phosphonopolyamino-s-triazines |
| CH501093A (en) * | 1968-07-09 | 1970-08-14 | Ciba Geigy Ag | Process for making cellulose-containing textile materials flame-resistant |
| US3654274A (en) * | 1970-06-09 | 1972-04-04 | Us Agriculture | Phosphorus-containing triazines |
-
0
- BE BE788595D patent/BE788595A/en unknown
-
1972
- 1972-01-14 CH CH52172D patent/CH52172A4/xx unknown
- 1972-01-14 CH CH546297D patent/CH546297A/xx unknown
- 1972-08-29 IL IL40246A patent/IL40246A/en unknown
- 1972-08-30 DE DE2242714A patent/DE2242714A1/en active Pending
- 1972-08-30 ZA ZA725954A patent/ZA725954B/en unknown
- 1972-08-31 US US285383A patent/US3887553A/en not_active Expired - Lifetime
- 1972-08-31 AU AU46196/72A patent/AU470571B2/en not_active Expired
- 1972-08-31 CA CA150,647A patent/CA981677A/en not_active Expired
- 1972-09-05 GB GB4109472A patent/GB1388604A/en not_active Expired
- 1972-09-06 SU SU1825122A patent/SU529811A3/en active
- 1972-09-06 BR BR6195/72A patent/BR7206195D0/en unknown
- 1972-09-07 FR FR7231667A patent/FR2167497B1/fr not_active Expired
- 1972-09-08 AR AR243986A patent/AR199880A1/en active
- 1972-09-08 IT IT52626/72A patent/IT972347B/en active
- 1972-09-08 AT AT772472A patent/AT317837B/en not_active IP Right Cessation
- 1972-09-08 NL NL7212267A patent/NL7212267A/xx unknown
- 1972-09-08 CS CS618272A patent/CS158744B2/cs unknown
- 1972-09-09 JP JP47090052A patent/JPS4880896A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IL40246A0 (en) | 1972-10-29 |
| IT972347B (en) | 1974-05-20 |
| AR199880A1 (en) | 1974-10-08 |
| JPS4880896A (en) | 1973-10-29 |
| DE2242714A1 (en) | 1973-07-19 |
| BR7206195D0 (en) | 1973-09-25 |
| NL7212267A (en) | 1973-07-17 |
| FR2167497B1 (en) | 1977-08-05 |
| CS158744B2 (en) | 1974-11-25 |
| US3887553A (en) | 1975-06-03 |
| CH546297A (en) | 1974-02-28 |
| CA981677A (en) | 1976-01-13 |
| BE788595A (en) | 1973-03-08 |
| SU529811A3 (en) | 1976-09-25 |
| CH52172A4 (en) | 1973-05-15 |
| AT317837B (en) | 1974-09-10 |
| FR2167497A1 (en) | 1973-08-24 |
| AU4619672A (en) | 1974-03-07 |
| GB1388604A (en) | 1975-03-26 |
| ZA725954B (en) | 1973-06-27 |
| AU470571B2 (en) | 1976-03-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3832227A (en) | Use of triazinylaminoalkyl phosphonates for the flameproofing of textiles | |
| US3878245A (en) | Process for the manufacture of phosphorus-containing condensation products, the products and their use as flameproofing agents | |
| IL40246A (en) | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents | |
| US3763281A (en) | Ureidoalkylphosphonates | |
| HUT57294A (en) | Method for treating clothes | |
| IL40238A (en) | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents | |
| US4148602A (en) | Phosphoramide-hydroxymethyl phosphine condensation products for textile fire retardation | |
| US3864076A (en) | Process for flameproofing organic fibers with phosphorus-containing condensation products and the products produced | |
| US3619113A (en) | Flame-retardant finish for cellulosic textile materials | |
| US2785145A (en) | Siliconate-aminoplast compositions and textiles coated therewith | |
| US3079279A (en) | Blends of imidazolidinones and aminoplasts and method for finishing cellulose containing textile material | |
| US3931310A (en) | Phosphorus-containing condensation products | |
| US3082118A (en) | Novel mercurated acrylamide compounds and germicidal textile finishes | |
| US3903336A (en) | Use of phosphorus-containing condensation products as flameproofing agents for fibre mixtures of polyester and cellulose | |
| US3994971A (en) | Phosphorus-containing condensation products | |
| US4044006A (en) | Oxazine containing ureidoalkylphosphonates | |
| US4145547A (en) | Ureidoalkylphosphonates and their use for the flameproofing of textiles | |
| IL40236A (en) | Manufacture of condensation products containing phosphorus,the products and their use as flameproofing agents | |
| US3907898A (en) | Process for the manufacture of polycondensation products containing phosphorus, the products and their use as flameproofing agents | |
| US4020262A (en) | Method of applying phosphoramide-hydroxymethyl phosphine condensation products for textile fire retardation | |
| US3671611A (en) | Phosphorus acid esters | |
| US3874911A (en) | Process for the manufacture of phosphorus-containing condensation products, the products and their use as flameproofing agents | |
| IL40241A (en) | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents | |
| IL40242A (en) | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents | |
| IL40239A (en) | The manufacture of phosphorus-containing condensation products,the products and their use as flameproofing agents |